neotame

Also known as N-[N-(3,3-dimethylbutyl)-L-α-aspartyl]-L-phenylalanine methyl ester, E961

Neotame, also known by the brand name Newtame, is a non-caloric artificial sweetener and aspartame analog. By mass, it is 7,000 to 13,000 times sweeter than sucrose. It has no notable off-flavors when compared to sucrose. It enhances original food flavors. It can be used alone, but is often mixed with other sweeteners to increase their individual sweetness (i.e. synergistic effect) and decrease their off-flavors (e.g. saccharin). It is chemically somewhat more stable than aspartame. Its use can be cost effective in comparison to other sweeteners as smaller amounts of neotame are needed.

Chemical data

Formula: C20H30N2O5
Molecular weight: 378.5 g/mol
IUPAC name: (3S)-3-(3,3-dimethylbutylamino)-4-[[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino]-4-oxobutanoic acid
SMILES: CC(C)(C)CCN[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC
InChIKey: HLIAVLHNDJUHFG-HOTGVXAUSA-N
XLogP: -0.1
Polar surface area: 105 Å²
H-bond donors: 3
H-bond acceptors: 6
Formal charge: 0

via PubChem

Wikidata facts

Mass: 378.215

Show 4 more facts

canonical SMILES: CC(C)(C)CCNC(CC(=O)O)C(=O)NC(CC1=CC=CC=C1)C(=O)OC
chemical formula: C₂₀H₃₀N₂O₅
isomeric SMILES: CC(C)(C)CCN[C@@H](CC(=O)O)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)OC
Commons category: Neotame

Sources (2)

via Wikidata · CC0

~8 min read

Article

12 sections

Contents

Safety
Sweetness
Chemistry
Structure
Spectroscopy
Synthesis
Properties and reactivity
Manufacture
Metabolism
Patent
References
External links

{{chembox | ImageFile = Neotame.svg | ImageFile1 = Neotame zwitterion ball.png | ImageAlt1 = Ball-and-stick model of the neotame molecule | SystematicName = (3S)-3-[(3,3-Dimethylbutyl)amino]-4-{[(2S)-1-methoxy-1-oxo-3-phenylpropan-2-yl]amino}-4-oxobutanoic acid | OtherNames = E961; N-(N-(3,3-Dimethylbutyl)-L-α-aspartyl)-L-phenylalanine 1-methyl ester | Section1 = | Section2 = | Section3 = | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 455127090 }}